Mulcahy, Seann P.
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A simple preparation of a conjugated diene via the olefination reaction between cinnamaldehyde and triphenylphosphonium chloride under basic conditions. Students are reintroduced to dry glassware techniques, recrystallization, and stereochemical determination by NMR. Modifications of this procedure include use of a Horner-Wadsworth-Emmons reagent or inclusion in a multi-step synthesis (ie. Diels-Alder reaction).
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